The existence of flaws in brittle rocks or rock-like materials has an obvious influence on the material mechanical properties and cracking behavior of civil engineering projects. In this work, the two-dimensional particle flow code PFC2D was used to study the deformation and strength properties, failure processes, and acoustic emission (AE) characteristics of mudstone with a single preexisting flaw. First, the procedure to construct a parallel bond model is introduced. The Weibull distribution is used to reflect the mechanical heterogeneity of rocks. Then, the microscopic parameters used in PFC2D are calibrated to the macroproperties of mudstone obtained from laboratory tests under the uniaxial compression. The results indicate that the increases of the flaw inclination lead to the increasing uniaxial compressive strength and elastic modulus. In terms of microcrack evolution, the initiation, propagation, and coalescence of microcracks are closely related to the force chain. Specifically, an “X” shaped tension force chain concentrated area around the preexisting flaw is founded, which is the most prone area for microcracks to initiate. With an increase in flaw inclination, the b value of AE also shows an increasing trend. By incorporating the AE event numbers into a damage variable, this paper derives a constitutive model, which is verified by numerical results on brittle rocks with a single preexisting flaw under uniaxial compression.